Potassium Hydroxide → 5-[(2R)-oxiran-2-yl]-2-(trifluoromethyl)pyridine

Participants

Reaction Steps

To a stirred solution of (R)-2-hydroxy-2-(6-(trifluoromethyl)pyridin-3-yl)ethyl 4-methylbenzenesulfonate (1.0 g, 2.77 mmol) in THF (50 mL) was added powder potassium hydroxide (464 mg, 8.28 mmol) in small portions. The mixture was stirred for 40 minutes and TLC indicated completion of the reaction. The mixture was filtered through Celite and the filter cake was washed with acetonitrile (50 mL). The filtrate was carefully concentrated to a half volume and the obtained expoxide solution was used directly for the next step reaction.

Provenance & Evidence